4-[(1E)-1-(4-{2-[bis(2H3)methylamino]ethoxy}phenyl)-4-chloro-2-phenylbut-1-en-1-yl]phenol

• ChemBase ID: 171326
• Molecular Formular: C26H28ClNO2
• Molecular Mass: 421.95902
• Monoisotopic Mass: 421.18085682
• SMILES: c1cc(ccc1OCCN(C)C)/C(=C(\CCCl)/c1ccccc1)/c1ccc(cc1)O
• Canonical SMILES: ClCC/C(=C(/c1ccc(cc1)O)\c1ccc(cc1)OCCN(C)C)/c1ccccc1
• InChI: InChI=1S/C26H28ClNO2/c1-28(2)18-19-30-24-14-10-22(11-15-24)26(21-8-12-23(29)13-9-21)25(16-17-27)20-6-4-3-5-7-20/h3-15,29H,16-19H2,1-2H3/b26-25+
• InChIKey: OIUCUUXSMIJSEB-OCEACIFDSA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: 4-[(1E)-1-(4-{2-[bis(^2H₃)methylamino]ethoxy}phenyl)-4-chloro-2-phenylbut-1-en-1-yl]phenol
• IUPAC Traditional name: 4-[(1E)-1-(4-{2-[bis(^2H₃)methylamino]ethoxy}phenyl)-4-chloro-2-phenylbut-1-en-1-yl]phenol
• Synonyms: (E)-4-[4-Chloro-1-[4-[2-[(dimethyl-d6)amino]ethoxy]phenyl]-2-phenyl-1-butenyl]phenol; (E)-4-Hydroxytoremifene-d6; (E)-4-Hydroxy Toremifene-d6 (~10% Z-isomer)

Database IDs

• PubChem SID: 164227236
• PubChem CID: 71749350

CALCULATED PROPERTIES

• Acid pKa: 9.450575
• H Acceptors: 3
• H Donor: 1
• LogD (pH = 5.5): 2.9019802
• LogD (pH = 7.4): 4.5852213
• Log P: 5.6116624
• Molar Refractivity: 135.3914 cm^3
• Polarizability: 48.793976 Å^3
• Polar Surface Area: 32.7 Å^2
• Rotatable Bonds: 9
• Lipinski's Rule of Five: false

PROPERTIES

Physical Property

• Solubility: Chloroform; Methanol (Sparingly)
• Apperance: White Solid
• Melting Point: 167-169°C

Safety Information

• Storage Condition: Amber Vial, -20°C Freezer

DETAILS

Toronto Research Chemicals - H954507

Labelled (E)-4-Hydroxytoremifene. (E)-4-Hydroxytoremifene is the inactive (E)-isomer of 4-Hydroxy Toremifene (H954500), a metabolite of Toremifene (T547500).

REFERENCES

• Gauthier, S. et al.: J. Org. Chem., 61, 3890 (1996)